4-(3-(2-methyl-4-oxoquinazolin-3(4H)-yl)-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl-4-methylbenzenesulfonate | 1375957-37-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-(3-(2-methyl-4-oxoquinazolin-3(4H)-yl)-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl-4-methylbenzenesulfonate
• 英文别名: [4-[[2-(1H-benzimidazol-2-yl)phenyl]carbamoyl]phenyl] 4-methylbenzenesulfonate
• CAS: 1375957-37-1
• 化学式: C₂₇H₂₁N₃O₄S
• 分子量: 483.547
• InChiKey: JFLUTRGNTOGZFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(toluene-4-sulfonyloxy)-benzoyl chloride 在 吡啶 、 sodium acetate 、 溶剂黄146 作用下， 反应 4.08h， 生成 4-(3-(2-methyl-4-oxoquinazolin-3(4H)-yl)-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl-4-methylbenzenesulfonate
  参考文献：
  名称：

  Novel quinazolinone derivatives: synthesis and antimicrobial activity

  摘要：

  4-(4-Oxo-4H-3,1-benzoxazin-2-yl)phenyl-4-methylbenzenesulfonate (2) was prepared and reacted with some primary aromatic amines, e.g., aniline, p-chloro aniline, p-methoxy aniline, p-amino benzoic acid and p-amino acetophenone. It reacted also with some heterocyclic amines, e.g., 2-aminothiazole, 2-aminobenzothiazole, 5-amino-4-phenylazo-2,4-dihydropyrazol-3-one and 3-amino-2-methylquinazolinone and with diamines; e.g., o-phenylenediamine, p-phenylenediamine, ethylenediamine, semicarbazide hydrochloride and thiosemicarbazide under different conditions. On the other hand, compound (2) reacted with both sodium azide and active methylene compounds, e.g., ethylcyanoacetate and ethylacetoacetate to give (19) and (20), respectively. All new prepared compounds were subjected to antimicrobial activity evaluation.

  DOI：

  10.1007/s00044-012-0079-x

文献信息

• Novel quinazolinone derivatives: synthesis and antimicrobial activity
  作者：Osman M. O. Habib、Hussein M. Hassan、Ahmed El-Mekabaty

  DOI：10.1007/s00044-012-0079-x

  日期：2013.2

  4-(4-Oxo-4H-3,1-benzoxazin-2-yl)phenyl-4-methylbenzenesulfonate (2) was prepared and reacted with some primary aromatic amines, e.g., aniline, p-chloro aniline, p-methoxy aniline, p-amino benzoic acid and p-amino acetophenone. It reacted also with some heterocyclic amines, e.g., 2-aminothiazole, 2-aminobenzothiazole, 5-amino-4-phenylazo-2,4-dihydropyrazol-3-one and 3-amino-2-methylquinazolinone and with diamines; e.g., o-phenylenediamine, p-phenylenediamine, ethylenediamine, semicarbazide hydrochloride and thiosemicarbazide under different conditions. On the other hand, compound (2) reacted with both sodium azide and active methylene compounds, e.g., ethylcyanoacetate and ethylacetoacetate to give (19) and (20), respectively. All new prepared compounds were subjected to antimicrobial activity evaluation.